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Born in Boston, Massachusetts to Steven Wolf and Susan Enowitch, Wolf was raised in West Orange, New Jersey. He graduated in 1986 from West Orange High School.[1] He attended The George Washington University and received a Bachelor of Arts degree in finance. He also became a Brother of the Alpha Epsilon Pi Fraternity.

Wolf is known for his role as Bailey Salinger on Party of Five. On both Everwood and the short-lived The Nine, he portrayed a doctor; his own maternal grandfather was an anesthesiologist. He also made guest appearances as himself on Action and Kids Inc. His sole Broadway theatre credit to date is Side Man.

Wolf was engaged to actress Alyssa Milano in the 1990s. On May 29, 2004, he married former Real World: New Orleans cast member Kelley Limp. Wolf is a direct descendant of George Wolf, founder of the Wolf Company (founded 1888), a heating and air conditioning company. The family sold the business in the 1960s.

Trivia

Got the role of Bailey Salinger on "Party of Five" (1994) after Jerry O'Connell pulled out, due to taking the lead in "Sliders" (1995).

Has a degree in finance from George Washington University.

Attended the same elementary school as Ian Ziering of "Beverly Hills, 90210" (1990).

Director Doug Liman originally did not want to cast him in Go (1999) because Katie Holmes was already in the movie, and he did not want the movie to star 2 TV actors. However, he saw him talking in a hallway with Jay Mohr and realized that the chemistry between the two would be good in the movie.

Was engaged to Alyssa Milano and, after their breakup, lived with Paula Devicq for a year.

Member of the Alpha Epsilon Pi Fraternity.

Graduated from West Orange High School in West Orange, New Jersey before moving to California.

Was an extra on "Saved by the Bell" (1989) at the same time as fellow actor Casper Van Dien.